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A fenced in yard, plenty of parking, a dead end street, and downtown Portland just minutes away. Now we're talking! Welcome to a 3 bedroom, 1 bathroom home in a residential Portland neighborhood that checks plenty of the boxes buyers are looking for right now. The main level features an open kitchen, dining and living area (with access to an oversized deck), while the second floor offers three bedrooms and a full bathroom. The basement adds approximately 268 square feet of additional space for storage, hobbies, gaming, or a gym. And yes, there's a toilet downstairs. No fancy title needed. It gets the job done. Outside is where this one really shines with a fenced-in yard, plenty of parking and a dead end street that gives you a little breathing room while keeping you super close to everything. Shopping, restaurants, major routes, downtown Portland, Eastern Promenade, Back Cove and some of Maine's best food and entertainment are all within easy reach.

89 Dorset St, Portland

Listing courtesy of Real Broker. 207-317-6464

$499,000

Historic carriage house/barn conversion near Maine Med & Hadlock Field - Featuring soaring ceilings, and massive interior volume, 15 Boynton St offers expansive storage and unique residential potential. Ideal raw canvas for a loft conversion, or home studio/workshop within residential zoning. Bring your vision!

3 Beds ⋅ 3 Baths

Historic carriage house/barn conversion near Maine Med & Hadlock Field - Featuring soaring ceilings, and massive interior volume, 15 Boynton St offers expansive storage and unique residential potential. Ideal raw canvas for a loft conversion, or home studio/workshop within residential zoning. Bring your vision!

15 Boynton St, Portland

Listing courtesy of Vitalius Real Estate Group, LLC.

$485,000

Open House Sunday, 10/11 from 9:30-11AM! Experience the best of Portland's Old Port from this stylish 2-bedroom condo with a flexible loft space, perfect for guests, work, or additional sleeping. Set within a beautifully converted historic building, the unit blends charm and modern comfort with soaring ceilings, oversized windows and an open, airy feel. A newly added heat pump ensures year-round efficiency and comfort. Step outside to cobblestone streets lined with award -winning restaurants, boutique shops, and the working waterfront just moments away. Weather you're seeking a vibrant in-town residence or a proven income property, this unit delivers, boasting a strong, established short-term rental history in a desirable association. Live, invest, or escape, right in the heart of Portland's most iconic neighborhood.

Open House Sunday, 10/11 from 9:30-11AM! Experience the best of Portland's Old Port from this stylish 2-bedroom condo with a flexible loft space, perfect for guests, work, or additional sleeping. Set within a beautifully converted historic building, the unit blends charm and modern comfort with soaring ceilings, oversized windows and an open, airy feel. A newly added heat pump ensures year-round efficiency and comfort. Step outside to cobblestone streets lined with award -winning restaurants, boutique shops, and the working waterfront just moments away. Weather you're seeking a vibrant in-town residence or a proven income property, this unit delivers, boasting a strong, established short-term rental history in a desirable association. Live, invest, or escape, right in the heart of Portland's most iconic neighborhood.

10 Exchange St Unit 409, Portland

Listing courtesy of Portside Real Estate Group.

** Interior photos available October 15th/16th. Showings begin October 16th. ** A fenced backyard, a deck under the trees, and room to spread out inside make this Portland raised ranch feel like home from the start. Set on a dead end street, it brings together useful living space, outdoor enjoyment, and a location that keeps everyday stops and weekend plans within easy reach. The rear deck has space for morning coffee or an evening outside, with steps down to a level lawn framed by trees and established plantings. There is room for a garden, a dining table, and gatherings that linger into the evening. Inside, approximately 1,262 finished square feet are arranged across two levels. The main floor includes two bedrooms, a full bath, kitchen, living room, and dining room, with a broad front window bringing in natural light. Wood, tile, and vinyl flooring run throughout, and the kitchen includes a dishwasher, electric range, microwave, and refrigerator. Downstairs, approximately 494 finished square feet include two additional rooms with flexibility for a home office, media room, creative space, or exercise area. Daylight windows, laundry hookups, storage, and interior access make the lower level a practical part of the home. A bulkhead adds exterior basement access. The 0.11 acre lot includes a paved driveway with parking off the street, along with public water and sewer. The location adds another layer of appeal: Northgate shopping and groceries are nearby, while Pine Grove Park and the Presumpscot River Preserve bring wooded trails and riverside scenery into the surrounding area. Back Cove's scenic loop, downtown restaurants, and the Old Port's shops and waterfront expand the possibilities for time out. Convenient access to major roads makes it easy to connect with the rest of Greater Portland. Room to garden, space for hobbies, and plenty to explore nearby.

** Interior photos available October 15th/16th. Showings begin October 16th. ** A fenced backyard, a deck under the trees, and room to spread out inside make this Portland raised ranch feel like home from the start. Set on a dead end street, it brings together useful living space, outdoor enjoyment, and a location that keeps everyday stops and weekend plans within easy reach. The rear deck has space for morning coffee or an evening outside, with steps down to a level lawn framed by trees and established plantings. There is room for a garden, a dining table, and gatherings that linger into the evening. Inside, approximately 1,262 finished square feet are arranged across two levels. The main floor includes two bedrooms, a full bath, kitchen, living room, and dining room, with a broad front window bringing in natural light. Wood, tile, and vinyl flooring run throughout, and the kitchen includes a dishwasher, electric range, microwave, and refrigerator. Downstairs, approximately 494 finished square feet include two additional rooms with flexibility for a home office, media room, creative space, or exercise area. Daylight windows, laundry hookups, storage, and interior access make the lower level a practical part of the home. A bulkhead adds exterior basement access. The 0.11 acre lot includes a paved driveway with parking off the street, along with public water and sewer. The location adds another layer of appeal: Northgate shopping and groceries are nearby, while Pine Grove Park and the Presumpscot River Preserve bring wooded trails and riverside scenery into the surrounding area. Back Cove's scenic loop, downtown restaurants, and the Old Port's shops and waterfront expand the possibilities for time out. Convenient access to major roads makes it easy to connect with the rest of Greater Portland. Room to garden, space for hobbies, and plenty to explore nearby.

15 Chesley Ave, Portland

Listing courtesy of Maine Real Estate Co.

$495,000

MOTIVATED SELLERS This BRIGHT and SUNNY UPDATED KITCHEN AND BATHS WEST END 2 bedroom, 2 bath, 2 off street dedicated parking spaces 2ND FLOOR CONDO IS MOVE IN READY! Ready for new owners. Eat-in kitchen With GRANITE counters, stainless appliances, wide pine floors, updated baths .LARGE PRIMARY with a large closet. The setting offers the perfect blend of energy and charm -it is both walkable (described as a WALKERS PARADISE)and wonderfully livable. Just steps to Tandem, the Roma(next door) art museum, , theatre, concerts, professional sports and for medical professionals , the hospital. A WELLNESS SPA on first floor. Schedule your showing soon.

2 Beds ⋅ 2 Baths

MOTIVATED SELLERS This BRIGHT and SUNNY UPDATED KITCHEN AND BATHS WEST END 2 bedroom, 2 bath, 2 off street dedicated parking spaces 2ND FLOOR CONDO IS MOVE IN READY! Ready for new owners. Eat-in kitchen With GRANITE counters, stainless appliances, wide pine floors, updated baths .LARGE PRIMARY with a large closet. The setting offers the perfect blend of energy and charm -it is both walkable (described as a WALKERS PARADISE)and wonderfully livable. Just steps to Tandem, the Roma(next door) art museum, , theatre, concerts, professional sports and for medical professionals , the hospital. A WELLNESS SPA on first floor. Schedule your showing soon.

773 Congress St Unit 3, Portland

Listing courtesy of EXP Realty.

$545,000

Meticulously maintained Ranch-style home includes a comfortable one-level living with fresh paint, numerous updates and an abundance of storage. The home features a generous kitchen with plenty of cabinet and counter space and practical dining area. The 3 bedrooms with ample closet space, one full bath, hardwood and tile flooring, updated windows, vinyl siding, and a newer roof. The finished basement provides additional living space with a spacious family room, office area, laundry, and plenty of storage. Step outside onto the deck overlooking the private, wooded backyard, complete with a 12 x 12 storage shed. A large 24 x 24 detached garage offers additional storage above, providing plenty of room for vehicles, hobbies, and equipment. A wonderful opportunity for those seeking a well-cared-for home with generous indoor and outdoor storage.

Meticulously maintained Ranch-style home includes a comfortable one-level living with fresh paint, numerous updates and an abundance of storage. The home features a generous kitchen with plenty of cabinet and counter space and practical dining area. The 3 bedrooms with ample closet space, one full bath, hardwood and tile flooring, updated windows, vinyl siding, and a newer roof. The finished basement provides additional living space with a spacious family room, office area, laundry, and plenty of storage. Step outside onto the deck overlooking the private, wooded backyard, complete with a 12 x 12 storage shed. A large 24 x 24 detached garage offers additional storage above, providing plenty of room for vehicles, hobbies, and equipment. A wonderful opportunity for those seeking a well-cared-for home with generous indoor and outdoor storage.

133 Saugus St, Portland

Listing courtesy of EXP Realty.

$485,000

Welcome to 125 W Commonwealth Drive, a true gem tucked into Portland's desirable Riverton neighborhood, where established streets, community connection, and homes that rarely change hands create a special sense of place. Set on nearly half an acre, this beautifully updated single-family home offers one of the neighborhood's most impressive lots w an unexpectedly private backyard oasis right in the heart of Portland. Inside, well-appointed rooms feel warm, comfortable, and thoughtfully updated. Two beautifully renovated full bathrooms add modern style, while durable HardiePlank siding brings lasting curb appeal. When Maine winter arrives, cozy up beside the wood-burning stove insert; when warmer days return, step outside and discover a backyard made for entertaining, gardening, play, or simply relaxing in your own private retreat. The basement offers exciting additional potential and is ready to be transformed into even more finished living space; whether you envision a family room, home gym, office, or recreation area. And the location ties it all together. Enjoy easy access to neighborhood schools, athletic fields, swimming, Portland's extensive trail system, local restaurants, shopping, and everything the city has to offer; all while coming home to the privacy and space of an established residential neighborhood. With its generous lot, thoughtful updates, inviting living spaces, and sought-after Riverton setting, 125 W Commonwealth Drive is the kind of Portland property that doesn't come along often. A special home, an exceptional lot, and a neighborhood you'll love calling home.

43 Edwards St, Portland

Listing courtesy of Portside Real Estate Group.

$550,000

Welcome to 125 W Commonwealth Drive, a true gem tucked into Portland's desirable Riverton neighborhood, where established streets, community connection, and homes that rarely change hands create a special sense of place. Set on nearly half an acre, this beautifully updated single-family home offers one of the neighborhood's most impressive lots w an unexpectedly private backyard oasis right in the heart of Portland. Inside, well-appointed rooms feel warm, comfortable, and thoughtfully updated. Two beautifully renovated full bathrooms add modern style, while durable HardiePlank siding brings lasting curb appeal. When Maine winter arrives, cozy up beside the wood-burning stove insert; when warmer days return, step outside and discover a backyard made for entertaining, gardening, play, or simply relaxing in your own private retreat. The basement offers exciting additional potential and is ready to be transformed into even more finished living space; whether you envision a family room, home gym, office, or recreation area. And the location ties it all together. Enjoy easy access to neighborhood schools, athletic fields, swimming, Portland's extensive trail system, local restaurants, shopping, and everything the city has to offer; all while coming home to the privacy and space of an established residential neighborhood. With its generous lot, thoughtful updates, inviting living spaces, and sought-after Riverton setting, 125 W Commonwealth Drive is the kind of Portland property that doesn't come along often. A special home, an exceptional lot, and a neighborhood you'll love calling home.

125 W Commonwealth Dr, Portland

Listing courtesy of Portside Real Estate Group.

$350,000

Prime Portland Investment Opportunity! Calling all investors, contractors, and visionaries. Located in a highly desirable Portland neighborhood, this 2-unit duplex at 15 Russell Street offers a rare chance to bring a multi-family property back to life. Priced aggressively this building is a true blank canvas awaiting a complete top-to-bottom renovation. Whether you are looking to execute a full condo-conversion, design a premium owner-occupied multi-family, or add a high-yield rental asset to your portfolio, the potential here is unmatched. The property requires extensive rehabilitation and is being sold strictly as-is, making it an ideal candidate for cash buyers or 203k/construction financing. Capitalize on Portland's exceptionally strong rental market and severe inventory shortage. Properties with this level of value-add potential are increasingly rare. Bring your architect, your contractor, and your imagination to unlock the immense equity waiting within these walls.

2 Baths

Prime Portland Investment Opportunity! Calling all investors, contractors, and visionaries. Located in a highly desirable Portland neighborhood, this 2-unit duplex at 15 Russell Street offers a rare chance to bring a multi-family property back to life. Priced aggressively this building is a true blank canvas awaiting a complete top-to-bottom renovation. Whether you are looking to execute a full condo-conversion, design a premium owner-occupied multi-family, or add a high-yield rental asset to your portfolio, the potential here is unmatched. The property requires extensive rehabilitation and is being sold strictly as-is, making it an ideal candidate for cash buyers or 203k/construction financing. Capitalize on Portland's exceptionally strong rental market and severe inventory shortage. Properties with this level of value-add potential are increasingly rare. Bring your architect, your contractor, and your imagination to unlock the immense equity waiting within these walls.

15 Russell St, Portland

Listing courtesy of Keller Williams Realty.

Bright, sunny end unit townhouse in a three-unit complex, tucked into the USM/Oakdale neighborhood. The first floor features an open dining and living area anchored by a two-sided wood fireplace, plus a half bath. The cheery kitchen has stainless steel appliances and marble counters. Upstairs, you'll find two nicely sized bedrooms and a full bath. Enjoy the convenience of your own 1-car garage plus guest parking, plus affordable HOA dues and heating costs. The location is hard to beat. Walk or bike to downtown, the Back Bay, and Deering Oaks, or hop on the bus line right nearby. Game days are easy too: start with happy hour at Continental, then walk over to Fitzpatrick Field to cheer on the Hearts of Pine!

2 Beds ⋅ 2 Baths

Bright, sunny end unit townhouse in a three-unit complex, tucked into the USM/Oakdale neighborhood. The first floor features an open dining and living area anchored by a two-sided wood fireplace, plus a half bath. The cheery kitchen has stainless steel appliances and marble counters. Upstairs, you'll find two nicely sized bedrooms and a full bath. Enjoy the convenience of your own 1-car garage plus guest parking, plus affordable HOA dues and heating costs. The location is hard to beat. Walk or bike to downtown, the Back Bay, and Deering Oaks, or hop on the bus line right nearby. Game days are easy too: start with happy hour at Continental, then walk over to Fitzpatrick Field to cheer on the Hearts of Pine!

150 Brighton Ave Unit 1, Portland

Listing courtesy of Vitalius Real Estate Group, LLC.

$475,000

**A home with room to make it your own!** Welcome to 55 Huntington Avenue in Portland! This 3-bedroom, 2-bath split-level home offers 1,280 square feet of finished living space on a 0.23-acre lot. Inside, you'll find an eat-in kitchen with quartz countertops, a finished lower level with a family room and additional bedroom, and a pellet stove for added comfort. Step outside to a deck, a fenced yard, and a well-landscaped setting with room to enjoy the outdoors. Conveniently located near shopping, public transportation, and major roadways, this property offers an opportunity to put your own stamp on a home and create a space that fits your vision. Whether you're looking for a place to call home or exploring your next real estate opportunity, come see the possibilities for yourself!

**A home with room to make it your own!** Welcome to 55 Huntington Avenue in Portland! This 3-bedroom, 2-bath split-level home offers 1,280 square feet of finished living space on a 0.23-acre lot. Inside, you'll find an eat-in kitchen with quartz countertops, a finished lower level with a family room and additional bedroom, and a pellet stove for added comfort. Step outside to a deck, a fenced yard, and a well-landscaped setting with room to enjoy the outdoors. Conveniently located near shopping, public transportation, and major roadways, this property offers an opportunity to put your own stamp on a home and create a space that fits your vision. Whether you're looking for a place to call home or exploring your next real estate opportunity, come see the possibilities for yourself!

55 Huntington Ave, Portland

Listing courtesy of The Maine Real Estate Experience.

$525,000

Welcome to 68 Taft Ave, a stylish 3-bedroom, 2-bath ranch tucked into a convenient Portland location just moments from Westbrook. The main level offers an easy, spacious layout with three bedrooms, an updated kitchen, generous living room, and formal dining room. The partially finished basement adds flexible bonus space, currently used as a music & media room with a bonus informal bedroom. Step outside to a beautifully refreshed backyard designed for relaxing and entertaining. New landscaping and hardscaping surround the in-ground pool, including a Pennsylvania bluestone patio and steppers and a natural stone pool deck. A two-car tandem garage adds valuable storage and parking. With easy access to I-95 and just minutes from an abundance of shops, restaurants, and everyday conveniences, 68 Taft Ave offers the space and amenities to enjoy both home and everything Greater Portland has to offer.

Welcome to 68 Taft Ave, a stylish 3-bedroom, 2-bath ranch tucked into a convenient Portland location just moments from Westbrook. The main level offers an easy, spacious layout with three bedrooms, an updated kitchen, generous living room, and formal dining room. The partially finished basement adds flexible bonus space, currently used as a music & media room with a bonus informal bedroom. Step outside to a beautifully refreshed backyard designed for relaxing and entertaining. New landscaping and hardscaping surround the in-ground pool, including a Pennsylvania bluestone patio and steppers and a natural stone pool deck. A two-car tandem garage adds valuable storage and parking. With easy access to I-95 and just minutes from an abundance of shops, restaurants, and everyday conveniences, 68 Taft Ave offers the space and amenities to enjoy both home and everything Greater Portland has to offer.

68 Taft Ave, Portland

Listing courtesy of Waypoint Brokers Collective. ali@waypointbrokers.com

$595,000

Welcome to 52 Dennett Street. A perfectly maintained home with a flexible layout sitting on an oversized lot offering options for building out an ADU and/or garage. You'll love the beautiful hardwood floors throughout the home and a spacious primary bedroom with a walk-in closet. Enjoy evenings on the front porch and weekend gatherings on the oversized deck and expansive backyard. An opportunity you don't want to miss!

Welcome to 52 Dennett Street. A perfectly maintained home with a flexible layout sitting on an oversized lot offering options for building out an ADU and/or garage. You'll love the beautiful hardwood floors throughout the home and a spacious primary bedroom with a walk-in closet. Enjoy evenings on the front porch and weekend gatherings on the oversized deck and expansive backyard. An opportunity you don't want to miss!

52 Dennett St, Portland

Listing courtesy of Gardner Real Estate Group.

$385,000

A two-bedroom, one-and-a-half-bath condominium at Clairmont Court, on the Woodford's Corner side of Portland. It's a short walk to the shops and restaurants at Woodford's Corner and to the 3.5-mile trail around Back Cove. Downtown, the Old Port and I-295 are all a few minutes away. The biggest updates are already done. Both bathrooms have been fully renovated, every window has been replaced, and a heat pump provides efficient heat in winter and air conditioning in summer. The roughly 1,040 square feet has been freshly painted throughout. The kitchen has been partially updated, so it's clean and functional now, with room to make it your own over time. Deeded parking and a $330/monthly association fee keep ownership simple. It suits first-time buyers, remote professionals, and anyone downsizing who wants a move-in-ready home close to everything Portland offers.

2 Beds ⋅ 2 Baths

A two-bedroom, one-and-a-half-bath condominium at Clairmont Court, on the Woodford's Corner side of Portland. It's a short walk to the shops and restaurants at Woodford's Corner and to the 3.5-mile trail around Back Cove. Downtown, the Old Port and I-295 are all a few minutes away. The biggest updates are already done. Both bathrooms have been fully renovated, every window has been replaced, and a heat pump provides efficient heat in winter and air conditioning in summer. The roughly 1,040 square feet has been freshly painted throughout. The kitchen has been partially updated, so it's clean and functional now, with room to make it your own over time. Deeded parking and a $330/monthly association fee keep ownership simple. It suits first-time buyers, remote professionals, and anyone downsizing who wants a move-in-ready home close to everything Portland offers.

3 Clairmont Ct Unit C6, Portland

Listing courtesy of Real Broker. 207-756-2442

$497,500

Location is everything! Welcome home to 170 Wayside Road, a beautifully situated single-family ranch offering the perfect blend of suburban tranquility and city convenience. Nestled in Portland's desirable Nasons Corner neighborhood, this 3-bedroom, 1 bathroom home boasts 1,267 square feet of comfortable, single-level living space. Step inside to a bright, welcoming layout featuring 6 well-proportioned rooms. The heart of the home centers around a cozy fireplace, perfect for keeping warm during classic Maine winters. The exterior showcases classic vinyl siding a deck perfect for entertaining and plenty of yard space adding to its New England curb appeal. Enjoy the peace of a low-noise neighborhood while staying just minutes away from local public schools, shopping, dining, and downtown Portland. Whether you are a first-time homebuyer, looking to downsize, or seeking a solid investment, this home is ready for your personal touch. Don't miss out on this fantastic Portland opportunity! Schedule your private showing today.

Location is everything! Welcome home to 170 Wayside Road, a beautifully situated single-family ranch offering the perfect blend of suburban tranquility and city convenience. Nestled in Portland's desirable Nasons Corner neighborhood, this 3-bedroom, 1 bathroom home boasts 1,267 square feet of comfortable, single-level living space. Step inside to a bright, welcoming layout featuring 6 well-proportioned rooms. The heart of the home centers around a cozy fireplace, perfect for keeping warm during classic Maine winters. The exterior showcases classic vinyl siding a deck perfect for entertaining and plenty of yard space adding to its New England curb appeal. Enjoy the peace of a low-noise neighborhood while staying just minutes away from local public schools, shopping, dining, and downtown Portland. Whether you are a first-time homebuyer, looking to downsize, or seeking a solid investment, this home is ready for your personal touch. Don't miss out on this fantastic Portland opportunity! Schedule your private showing today.

170 Wayside Rd, Portland

Listing courtesy of Coastal Pine Real Estate, LLC.

$490,000

Well-located Portland home with major exterior improvements already completed! This charming Cape-style home offers an excellent opportunity in Portland's increasingly popular Libbytown neighborhood. Recent improvements include new Andersen windows, vinyl siding, Ensemble exterior doors by Andersen, and a new roof with 50 year warranty, providing a solid exterior envelope and peace of mind for the next owner. Inside, the home offers comfortable living space with room to make it your own. The interior would benefit from fresh paint, giving a new owner the opportunity to choose finishes and colors that suit their style. The location is hard to beat—convenient to Maine Medical Center, downtown Portland, the Old Port, shopping, restaurants, and public transportation. Maine Medical Center Nearby Thompson's Point adds concerts, events, food, the Children's Museum & Theatre of Maine, and seasonal activities, while the Portland Transportation Center provides convenient access to Amtrak and intercity bus service. A great opportunity to own in Portland with the major exterior work already done and the chance to add your own finishing touches inside.

Well-located Portland home with major exterior improvements already completed! This charming Cape-style home offers an excellent opportunity in Portland's increasingly popular Libbytown neighborhood. Recent improvements include new Andersen windows, vinyl siding, Ensemble exterior doors by Andersen, and a new roof with 50 year warranty, providing a solid exterior envelope and peace of mind for the next owner. Inside, the home offers comfortable living space with room to make it your own. The interior would benefit from fresh paint, giving a new owner the opportunity to choose finishes and colors that suit their style. The location is hard to beat—convenient to Maine Medical Center, downtown Portland, the Old Port, shopping, restaurants, and public transportation. Maine Medical Center Nearby Thompson's Point adds concerts, events, food, the Children's Museum & Theatre of Maine, and seasonal activities, while the Portland Transportation Center provides convenient access to Amtrak and intercity bus service. A great opportunity to own in Portland with the major exterior work already done and the chance to add your own finishing touches inside.

15 Hemlock St, Portland

Listing courtesy of Kern Real Estate.

$495,000

There are parts of Portland where the neighborhood is as much a part of the appeal as the home itself, and the West End is one of them. Tree-lined streets, beautiful historic architecture, neighborhood restaurants and coffee shops, and the Western Promenade are all part of daily life here, with the rest of the peninsula easily within reach. Set on the second and third floors of the historic Samuel Gilkey House, 309 Spring Street #2 feels perfectly at home in its surroundings. Inside, hardwood floors, classic built-ins and decorative molding bring the character, while a freshly updated kitchen adds a clean, modern counterpoint with new cabinetry, honed granite countertops and stainless steel appliances. The main living level also includes dedicated laundry and access to a private deck, giving you a little outdoor space of your own in the middle of the city. Upstairs there are two bedrooms, a half bath and additional storage which adds welcome practicality. Two dedicated off-street parking spaces are an especially nice perk in this part of Portland.

2 Beds ⋅ 3 Baths

There are parts of Portland where the neighborhood is as much a part of the appeal as the home itself, and the West End is one of them. Tree-lined streets, beautiful historic architecture, neighborhood restaurants and coffee shops, and the Western Promenade are all part of daily life here, with the rest of the peninsula easily within reach. Set on the second and third floors of the historic Samuel Gilkey House, 309 Spring Street #2 feels perfectly at home in its surroundings. Inside, hardwood floors, classic built-ins and decorative molding bring the character, while a freshly updated kitchen adds a clean, modern counterpoint with new cabinetry, honed granite countertops and stainless steel appliances. The main living level also includes dedicated laundry and access to a private deck, giving you a little outdoor space of your own in the middle of the city. Upstairs there are two bedrooms, a half bath and additional storage which adds welcome practicality. Two dedicated off-street parking spaces are an especially nice perk in this part of Portland.

309 Spring St Unit 2, Portland

Listing courtesy of Portside Real Estate Group.

$449,000

The Portland single-family home you have been waiting for is here. You do not need to drive 30 minutes—or leave the city at all—to find an attainable home with character, outdoor space and a garage. Located on a quiet, tree-lined street in Portland's Riverton neighborhood, 12 Eighth Street offers easy access to restaurants, groceries, schools and the Presumpscot trail network for hiking, trail running, mountain biking and year-round recreation. Built in 1920, this inviting home retains much of its original character while benefiting from a host of thoughtful updates. The main level features a comfortable living room, dining room, eat-in kitchen, mudroom and an enjoyable front porch. Three bedrooms occupy the second floor, while the finished upper level provides valuable overflow space—ideal for an additional bedroom, home office, studio or playroom. Outside, the lovely, surprisingly generous lot provides plenty of room to garden, gather and enjoy the mature trees, shrubs and flowering plantings. The rare detached garage/barn offers far more than parking, with exciting potential for a workshop, craft space, gear storage or creative retreat. Low-maintenance, full of charm and priced as one of Portland's most remarkable values, this is an opportunity we expect the market to receive enthusiastically.

4 Beds ⋅ 1 Baths

The Portland single-family home you have been waiting for is here. You do not need to drive 30 minutes—or leave the city at all—to find an attainable home with character, outdoor space and a garage. Located on a quiet, tree-lined street in Portland's Riverton neighborhood, 12 Eighth Street offers easy access to restaurants, groceries, schools and the Presumpscot trail network for hiking, trail running, mountain biking and year-round recreation. Built in 1920, this inviting home retains much of its original character while benefiting from a host of thoughtful updates. The main level features a comfortable living room, dining room, eat-in kitchen, mudroom and an enjoyable front porch. Three bedrooms occupy the second floor, while the finished upper level provides valuable overflow space—ideal for an additional bedroom, home office, studio or playroom. Outside, the lovely, surprisingly generous lot provides plenty of room to garden, gather and enjoy the mature trees, shrubs and flowering plantings. The rare detached garage/barn offers far more than parking, with exciting potential for a workshop, craft space, gear storage or creative retreat. Low-maintenance, full of charm and priced as one of Portland's most remarkable values, this is an opportunity we expect the market to receive enthusiastically.

12 Eighth St, Portland

Listing courtesy of Benchmark Real Estate.

$482,000

This Pre-Inspected North Deering home offers space and flexibility with 4 bedrooms, 2 bathrooms, bonus space, a workshop, and a great yard! Inside, the living room flows into the dining room and kitchen, creating a comfortable space for everyday living and entertaining. The first floor also features a bedroom with built-ins, a laundry area, 3/4 bathroom, and a three-season porch perfect for slow mornings, summer evenings, and everything in between. Upstairs at the front of the home you'll find two additional bedrooms and a full bathroom. In the back of the home on the second floor is a spacious fourth bedroom with cathedral ceilings, giving it a private feel and plenty of possibilities. Need room for projects, hobbies, storage, or something more? The former garage has been converted into a generous workshop and adds even more flexibility to the home. Keep it as-is, explore converting it back to garage space, or imagine what else it could become. Outside, the well landscaped 0.25 acre lot is open and surrounded by fencing, with plenty of room for entertaining, gardening, or simply enjoying your own outdoor space. With 4 bedrooms, flexible living space, a workshop, and a fenced yard, 257 Allen Avenue offers plenty of space and possibilities to make it your own. Showings begin Saturday September 26th from 10-12 and Sunday September 27th from 10-12 during Open Houses.

4 Beds ⋅ 2 Baths

This Pre-Inspected North Deering home offers space and flexibility with 4 bedrooms, 2 bathrooms, bonus space, a workshop, and a great yard! Inside, the living room flows into the dining room and kitchen, creating a comfortable space for everyday living and entertaining. The first floor also features a bedroom with built-ins, a laundry area, 3/4 bathroom, and a three-season porch perfect for slow mornings, summer evenings, and everything in between. Upstairs at the front of the home you'll find two additional bedrooms and a full bathroom. In the back of the home on the second floor is a spacious fourth bedroom with cathedral ceilings, giving it a private feel and plenty of possibilities. Need room for projects, hobbies, storage, or something more? The former garage has been converted into a generous workshop and adds even more flexibility to the home. Keep it as-is, explore converting it back to garage space, or imagine what else it could become. Outside, the well landscaped 0.25 acre lot is open and surrounded by fencing, with plenty of room for entertaining, gardening, or simply enjoying your own outdoor space. With 4 bedrooms, flexible living space, a workshop, and a fenced yard, 257 Allen Avenue offers plenty of space and possibilities to make it your own. Showings begin Saturday September 26th from 10-12 and Sunday September 27th from 10-12 during Open Houses.

257 Allen Ave, Portland

Listing courtesy of Keller Williams Coastal and Lakes & Mountains Realty.

$525,000

Two parcels, sold together: 26 and 30 Motley Street, a combined 10,000 square feet on a quiet side street just off Brighton Avenue. Elbow room like this is genuinely scarce this close in, and the second parcel carries OUTBUILDING. The 1937 home sits in one of Portland's most walkable pockets. Coffee at Crooked Mile is a three-minute walk; Rosemont Market & Bakery, the flagship store that started it all in 2005, is five. Pat's Meat Market has been cutting steaks on Stevens Ave since 1918, twelve minutes on foot, and Woodfords Corner, with Bird & Co and Woodford F&B, is a fifteen-minute walk or four minutes by car. The green space surprises people. Capisic Pond Park is ten minutes away on foot. Evergreen Cemetery, 239 acres with four ponds and five miles of wooded trails, is half a mile up the road and draws birders from across the state. Baxter Woods sits just beyond. Getting anywhere is quick: Maine Medical Center's Brighton campus three minutes out, USM five, the Jetport seven, the Old Port ten, with I-295 and the Maine Turnpike each under ten. Inside, three bedrooms and BATHS occupy 1,248 square feet across six rooms, over a full basement. FEATURE. FEATURE. A pre-listing inspection has been completed and the report is available on request. Sewer Scoop inspection has been completed and the report is available on request.

Two parcels, sold together: 26 and 30 Motley Street, a combined 10,000 square feet on a quiet side street just off Brighton Avenue. Elbow room like this is genuinely scarce this close in, and the second parcel carries OUTBUILDING. The 1937 home sits in one of Portland's most walkable pockets. Coffee at Crooked Mile is a three-minute walk; Rosemont Market & Bakery, the flagship store that started it all in 2005, is five. Pat's Meat Market has been cutting steaks on Stevens Ave since 1918, twelve minutes on foot, and Woodfords Corner, with Bird & Co and Woodford F&B, is a fifteen-minute walk or four minutes by car. The green space surprises people. Capisic Pond Park is ten minutes away on foot. Evergreen Cemetery, 239 acres with four ponds and five miles of wooded trails, is half a mile up the road and draws birders from across the state. Baxter Woods sits just beyond. Getting anywhere is quick: Maine Medical Center's Brighton campus three minutes out, USM five, the Jetport seven, the Old Port ten, with I-295 and the Maine Turnpike each under ten. Inside, three bedrooms and BATHS occupy 1,248 square feet across six rooms, over a full basement. FEATURE. FEATURE. A pre-listing inspection has been completed and the report is available on request. Sewer Scoop inspection has been completed and the report is available on request.

26 Motley St, Portland

Listing courtesy of Keller Williams Realty.

$349,000

his quiet and charming one - bedroom first floor unit would make a perfect pied-a-terre or entry-level condominium. Short stroll to Portland's Old Port, downtown, or West End in minutes. Condo fee includes heat, hot water and plowing of the adjacent deeded parking space. This is a bright and sunny unit with windows on three sides and water views to Casco Bay. Pleasant outside common space to enjoy. Large storage area in basement.

1 Beds ⋅ 1 Baths

his quiet and charming one - bedroom first floor unit would make a perfect pied-a-terre or entry-level condominium. Short stroll to Portland's Old Port, downtown, or West End in minutes. Condo fee includes heat, hot water and plowing of the adjacent deeded parking space. This is a bright and sunny unit with windows on three sides and water views to Casco Bay. Pleasant outside common space to enjoy. Large storage area in basement.

156 York St Unit 3, Portland

Listing courtesy of Harborview Properties, Inc..

$595,000

This soon to be completed Colonial home offers a blend of thoughtfully designed living spaces set in a neighborhood just minutes from Portland local amenities. Enjoy the sunny exposure and spacious open floor plan. The kitchen features quartz countertops, a center island, and new appliances. The first floor also offers a comfortable living and dining space, separate den or home office, a functional mudroom entry, and a great back deck. Upstairs includes a primary suite with two walk-in closets, two additional bedrooms and full bathroom, and a laundry room. Relax, grill, or entertain on the back deck and flat yard, while the full basement provides great potential for storage, hobbies, or future finishing. Conveniently located near shopping, town services, and recreational opportunities, this home offers both comfort and accessibility. Move right in and make your dream of owning a brand new home come true!

3 Beds ⋅ 3 Baths

This soon to be completed Colonial home offers a blend of thoughtfully designed living spaces set in a neighborhood just minutes from Portland local amenities. Enjoy the sunny exposure and spacious open floor plan. The kitchen features quartz countertops, a center island, and new appliances. The first floor also offers a comfortable living and dining space, separate den or home office, a functional mudroom entry, and a great back deck. Upstairs includes a primary suite with two walk-in closets, two additional bedrooms and full bathroom, and a laundry room. Relax, grill, or entertain on the back deck and flat yard, while the full basement provides great potential for storage, hobbies, or future finishing. Conveniently located near shopping, town services, and recreational opportunities, this home offers both comfort and accessibility. Move right in and make your dream of owning a brand new home come true!

156 Webb St, Portland

Listing courtesy of RE/MAX By The Bay.

$599,000

Welcome to this meticulously maintained raised ranch in a desirable North Deering neighborhood. Thoughtfully cared for and move-in ready, this inviting home offers a wonderful combination of comfort, functionality, and location. The main level features a bright and welcoming living space, a well-appointed kitchen, comfortable bedrooms, and a full bath. The finished lower level provides valuable additional living space, perfect for a family room, home office, gym, or guest accommodations. With its versatile layout and well-maintained condition, the home offers plenty of flexibility for today's lifestyle. Outside, enjoy a well-kept setting in a great neighborhood, with convenient access to Portland's restaurants, shopping, schools, parks, and vibrant downtown. Whether you're looking for a comfortable place to call home or a property in a sought-after Portland location, this raised ranch is one you won't want to miss.

Welcome to this meticulously maintained raised ranch in a desirable North Deering neighborhood. Thoughtfully cared for and move-in ready, this inviting home offers a wonderful combination of comfort, functionality, and location. The main level features a bright and welcoming living space, a well-appointed kitchen, comfortable bedrooms, and a full bath. The finished lower level provides valuable additional living space, perfect for a family room, home office, gym, or guest accommodations. With its versatile layout and well-maintained condition, the home offers plenty of flexibility for today's lifestyle. Outside, enjoy a well-kept setting in a great neighborhood, with convenient access to Portland's restaurants, shopping, schools, parks, and vibrant downtown. Whether you're looking for a comfortable place to call home or a property in a sought-after Portland location, this raised ranch is one you won't want to miss.

106 Caron St, Portland

Listing courtesy of Portside Real Estate Group.

$595,000

Just a few blocks from the Eastern Promenade and East End Beach, this second-floor condo puts the best of Munjoy Hill close at hand. Hardwood floors and abundant sunlight bring warmth to the living and dining areas, complemented by an updated kitchen and bath. Two bedrooms are separated by the full bath, creating a practical layout with welcome privacy. From the front windows, enjoy a glimpse of Casco Bay, while the rear deck provides space for morning coffee or an evening outdoors. Beyond the front door, the Eastern Prom offers stunning water views, open parkland, beach access, and miles of trails for walking, running, and biking. Neighborhood cafés, bakeries, markets, and restaurants are nearby, with even more local favorites along Washington Avenue and Congress Street. Offered furnished or opportunity to redesign, this inviting condo is an appealing home base for enjoying the shoreline, neighborhood energy, and everyday character that make Portland's East End so loved.

Just a few blocks from the Eastern Promenade and East End Beach, this second-floor condo puts the best of Munjoy Hill close at hand. Hardwood floors and abundant sunlight bring warmth to the living and dining areas, complemented by an updated kitchen and bath. Two bedrooms are separated by the full bath, creating a practical layout with welcome privacy. From the front windows, enjoy a glimpse of Casco Bay, while the rear deck provides space for morning coffee or an evening outdoors. Beyond the front door, the Eastern Prom offers stunning water views, open parkland, beach access, and miles of trails for walking, running, and biking. Neighborhood cafés, bakeries, markets, and restaurants are nearby, with even more local favorites along Washington Avenue and Congress Street. Offered furnished or opportunity to redesign, this inviting condo is an appealing home base for enjoying the shoreline, neighborhood energy, and everyday character that make Portland's East End so loved.

80 Vesper St Unit 2, Portland

Listing courtesy of RE/MAX By The Bay.

Introducing 10 Exchange St #307. Set on one of the Old Port's most iconic cobblestone streets, this condo places you at the center of Portland's best dining, boutique shopping, art galleries, and the working waterfront. Morning walks along the harbor, evenings at award-winning restaurants, and easy access to nearby parks define the lifestyle here. Inside, the home pairs historic character with modern comfort. Soaring ceilings, exposed brick, and oversized windows fill the space with light and charm. The open-concept living area flows into a sleek, updated kitchen with granite countertops, stainless steel appliances, and crisp cabinetry, while hardwood floors tie the layout together with warmth. The bedroom retreat is highlighted by dramatic brickwork and tall windows, offering a private yet airy escape. A stylish bath with granite vanity and glass shower rounds out the home's thoughtful design. Residents enjoy secure building access, elevator service, a welcoming lobby, and on-site laundry facilities, making city living as convenient as it is vibrant. Whether as a full-time home, a pied-à-terre, or an investment, Unit 307 offers the perfect blend of history, character, and convenience in Maine's most dynamic neighborhood.

1 Beds ⋅ 1 Baths

Introducing 10 Exchange St #307. Set on one of the Old Port's most iconic cobblestone streets, this condo places you at the center of Portland's best dining, boutique shopping, art galleries, and the working waterfront. Morning walks along the harbor, evenings at award-winning restaurants, and easy access to nearby parks define the lifestyle here. Inside, the home pairs historic character with modern comfort. Soaring ceilings, exposed brick, and oversized windows fill the space with light and charm. The open-concept living area flows into a sleek, updated kitchen with granite countertops, stainless steel appliances, and crisp cabinetry, while hardwood floors tie the layout together with warmth. The bedroom retreat is highlighted by dramatic brickwork and tall windows, offering a private yet airy escape. A stylish bath with granite vanity and glass shower rounds out the home's thoughtful design. Residents enjoy secure building access, elevator service, a welcoming lobby, and on-site laundry facilities, making city living as convenient as it is vibrant. Whether as a full-time home, a pied-à-terre, or an investment, Unit 307 offers the perfect blend of history, character, and convenience in Maine's most dynamic neighborhood.

10 Exchange St Unit 307, Portland

Listing courtesy of Keller Williams Realty.

Experience the best of Portland living in the heart of the coveted West End. Ideally positioned within the charming Williamsburg Building, this beautifully appointed condominium offers an exceptional blend of timeless style, modern comfort, and effortless city living. From the moment you arrive, the appeal of this distinctive residence is evident. The meticulously maintained grounds, inviting community courtyard, and heated underground parking create a welcoming sense of arrival, while the building's established character complements the sophisticated feel of the home. Inside, thoughtfully curated updates create an elegant yet comfortable atmosphere. The open-concept living and dining area provides an inviting setting for entertaining or relaxing and flows beautifully into the refined galley kitchen, featuring stainless-steel appliances, a tasteful tile backsplash, granite counter tops and contemporary finishes. Two generously sized bedrooms offer exceptional comfort and options. Additional amenities include private storage and conveniently located laundry facilities in the lower garage level, adding to the ease and functionality of everyday living. Beyond your doorstep, the very best of Portland awaits. Enjoy acclaimed restaurants and inviting cafés, explore the galleries and cultural offerings of the Arts District, or take an evening walk along the Western Promenade and watch the Sun set over the City. This is a rare opportunity to enjoy the comfort and character of an established West End neighborhood while remaining just moments from the energy and sophistication that make Portland such a special place to call home.

Experience the best of Portland living in the heart of the coveted West End. Ideally positioned within the charming Williamsburg Building, this beautifully appointed condominium offers an exceptional blend of timeless style, modern comfort, and effortless city living. From the moment you arrive, the appeal of this distinctive residence is evident. The meticulously maintained grounds, inviting community courtyard, and heated underground parking create a welcoming sense of arrival, while the building's established character complements the sophisticated feel of the home. Inside, thoughtfully curated updates create an elegant yet comfortable atmosphere. The open-concept living and dining area provides an inviting setting for entertaining or relaxing and flows beautifully into the refined galley kitchen, featuring stainless-steel appliances, a tasteful tile backsplash, granite counter tops and contemporary finishes. Two generously sized bedrooms offer exceptional comfort and options. Additional amenities include private storage and conveniently located laundry facilities in the lower garage level, adding to the ease and functionality of everyday living. Beyond your doorstep, the very best of Portland awaits. Enjoy acclaimed restaurants and inviting cafés, explore the galleries and cultural offerings of the Arts District, or take an evening walk along the Western Promenade and watch the Sun set over the City. This is a rare opportunity to enjoy the comfort and character of an established West End neighborhood while remaining just moments from the energy and sophistication that make Portland such a special place to call home.

175 Pine St Unit 1J, Portland

Listing courtesy of Keller Williams Realty.

$505,000

A rare opportunity in Portland's sought-after Ledgewood Condominiums! This tastefully renovated 3-bedroom, 3.5-bath townhouse offers a flexible floor plan with two en-suite bedrooms, including one on the first floor, allowing for single level living. The open-concept main level centers around a cozy living room with wood-burning fireplace and heat pump, dining area, and renovated kitchen featuring new cabinetry, quartz countertops, brand new kitchen stove and breakfast bar. A slider opens to a private rear deck, extending the living space outdoors. The first-floor ensuite bedroom features a stylish tiled walk-in shower and double vanity, offering excellent flexibility for guests or one-level living. An additional half bath completes the first floor. Up the newly carpeted stairs, the second floor ensuite bedroom features a tiled walk-in shower, two closets, and sliders to its own private deck. The third bedroom offers two closets plus a small adjoining den, providing additional flexibility for an office, sitting room, or storage. The updated hall bath features tile and granite. A second-floor laundry room with newer washer and dryer is located near the bedrooms. Additional highlights include a parking space conveniently located next to the front door, a detached one-car garage directly across from the unit, and several newer windows, including egress windows. Ledgewood is a well-managed community in a peaceful, wooded setting with an impressive collection of amenities, including an in-ground pool, gated clubhouse, tennis and pickleball courts, and walking trails. Pets and long-term rentals are permitted. Tucked away on a tree-lined cul-de-sac yet just minutes from Back Cove, trails, easy access to I-295, this is a wonderful opportunity to enjoy comfortable, low-maintenance living in one of Portland's desirable communities. Book your showing today!

3 Beds ⋅ 4 Baths

A rare opportunity in Portland's sought-after Ledgewood Condominiums! This tastefully renovated 3-bedroom, 3.5-bath townhouse offers a flexible floor plan with two en-suite bedrooms, including one on the first floor, allowing for single level living. The open-concept main level centers around a cozy living room with wood-burning fireplace and heat pump, dining area, and renovated kitchen featuring new cabinetry, quartz countertops, brand new kitchen stove and breakfast bar. A slider opens to a private rear deck, extending the living space outdoors. The first-floor ensuite bedroom features a stylish tiled walk-in shower and double vanity, offering excellent flexibility for guests or one-level living. An additional half bath completes the first floor. Up the newly carpeted stairs, the second floor ensuite bedroom features a tiled walk-in shower, two closets, and sliders to its own private deck. The third bedroom offers two closets plus a small adjoining den, providing additional flexibility for an office, sitting room, or storage. The updated hall bath features tile and granite. A second-floor laundry room with newer washer and dryer is located near the bedrooms. Additional highlights include a parking space conveniently located next to the front door, a detached one-car garage directly across from the unit, and several newer windows, including egress windows. Ledgewood is a well-managed community in a peaceful, wooded setting with an impressive collection of amenities, including an in-ground pool, gated clubhouse, tennis and pickleball courts, and walking trails. Pets and long-term rentals are permitted. Tucked away on a tree-lined cul-de-sac yet just minutes from Back Cove, trails, easy access to I-295, this is a wonderful opportunity to enjoy comfortable, low-maintenance living in one of Portland's desirable communities. Book your showing today!

3 Ashlar Ct Unit 3, Portland

Listing courtesy of Portside Real Estate Group.

$525,000

Welcome home to the desirable 112 Dennett Street in Longfellow Woods. The upper level has a spacious kitchen, opened to the dining and living areas. Three comfortable bedrooms and a full bath round out the interior. Just out the back door from the kitchen is a screened in porch, a lovely spot to enjoy your morning coffee or relax with a favorite book. The lower level is partially finished and has direct access to the one car garage and laundry area. There is also potential for added living or bedroom space. A half bath and wood stove make for a cozy, welcoming entrance from the garage. With a fabulous location close to Rock Row, Thompson's Point, Portland Trails and Portland's famous culinary scene, this is a home you won't want to miss.

Welcome home to the desirable 112 Dennett Street in Longfellow Woods. The upper level has a spacious kitchen, opened to the dining and living areas. Three comfortable bedrooms and a full bath round out the interior. Just out the back door from the kitchen is a screened in porch, a lovely spot to enjoy your morning coffee or relax with a favorite book. The lower level is partially finished and has direct access to the one car garage and laundry area. There is also potential for added living or bedroom space. A half bath and wood stove make for a cozy, welcoming entrance from the garage. With a fabulous location close to Rock Row, Thompson's Point, Portland Trails and Portland's famous culinary scene, this is a home you won't want to miss.

112 Dennett St, Portland

Listing courtesy of Portside Real Estate Group.

$409,000

Available for the first time in twenty-three years, this well maintained raised ranch on 0.21 acres in Portland's North Deering neighborhood is ready for its next owners. Offering three bedrooms, one full bath, six total rooms, with 904 square feet on the main level plus a 340 square foot finished basement. Near the Presumpscot River Preserve and the Portland Trails network. Proudly offered in conjunction with JJManning Auctioneers.

Available for the first time in twenty-three years, this well maintained raised ranch on 0.21 acres in Portland's North Deering neighborhood is ready for its next owners. Offering three bedrooms, one full bath, six total rooms, with 904 square feet on the main level plus a 340 square foot finished basement. Near the Presumpscot River Preserve and the Portland Trails network. Proudly offered in conjunction with JJManning Auctioneers.

156 Greenwood Ln, Portland

Listing courtesy of TAP Realty Solutions.

Welcome to this charming two-bedroom, one-bath condominium in Portland's highly desirable Deering neighborhood. Owned and thoughtfully maintained by the same owner for 13 years, the property has benefited from ongoing improvements, including a new roof in 2023 and renovated bathroom in 2024. Enjoy lots of natural light, private deck, dedicated storage shed, basement storage, and a fenced backyard with patio and fire pit—great spaces for relaxing, gardening, or gathering with friends. The unit also includes a designated off-street parking space and is EV-ready. The location is hard to beat, with neighborhood bakeries, restaurants, shops, and access to the walking trails at Evergreen Cemetery nearby, along with convenient access to Maine Medical Center, Mercy Hospital, the University of New England, and all that Portland has to offer. Monthly HOA fees include water and sewer, snow plowing, yard maintenance, and shared common expenses. Offered at $399,000, this is an appealing opportunity to own a two-bedroom home with private outdoor space, parking, storage, and convenient amenities in a sought-after Portland neighborhood. Selling is willing to give concessions to buyer at closing.